[Masterpiece] Tear-jerking Western songs. The tears won’t stop… truly sad songs [2025]

How Do I Say GoodbyeDean Lewis

Dean Lewis – How Do I Say Goodbye (Official Video)

A work by Dean Lewis known as a tearjerker.

Sparked by his father’s illness, the lyrics convey the anxiety and fear of facing a sudden farewell.

Filled with deep love and gratitude for family, the song was released in August 2022 and included on the album “The Hardest Love.” It resonates with those who have experienced parting from a loved one or who cherish family bonds.

Dean Lewis’s delicate vocals gently embrace listeners’ hearts and evoke empathy.

Birthday CakeDylan Conrique

Dylan Conrique – Birthday Cake (Official Music Video)

A poignant song born from the experience of losing a friend’s mother at the age of 47.

Rather than being crushed by grief, it urges us to live life to the fullest—the way the departed would have wanted.

Dylan Conrique’s crystalline vocals carry a powerful message that finds hope even within sorrow.

Released in February 2022, this work showcases the full talent of the 19-year-old artist from California.

It’s a song that offers comfort to those who have lost someone dear or who stand at a crossroads in life.

Eyes ClosedEd Sheeran

Ed Sheeran – Eyes Closed [Official Video]

A heart-stirring ballad that sings of longing for a beloved person who has been lost.

The gentle vocals seep into the heart, beautifully expressing the pain of loss that anyone can relate to.

Released in March 2023, the song was unveiled as the lead single from the album Subtract and achieved success on charts around the world.

Born from the experience of losing a friend, the lyrics are imbued with deep sorrow and nostalgia, offering comfort to listeners.

It’s a song I especially recommend to anyone who has lost someone dear or continues to hold someone in their heart.

Wait For YouElliott Yamin

Elliott Yamin – Wait For You Official Video

It was released in 2008 by LA-based singer-songwriter Elliott Yamin.

He is said to be the best-selling independent artist in Billboard history.

At age 27, he auditioned and had his talent highly praised by none other than Stevie Wonder.

Sung with his remarkable vocal ability, this song is often hailed as a true tear-jerking classic.

Empty Garden (Hey, Hey Johnny)Elton John

Elton John- Empty Garden (Hey, Hey Johnny)

A song paying tribute to John Lennon, who died in 1980.

Elton and Lennon were good friends, and Elton was also the godfather of Lennon’s second son, Sean.

At the Madison Square Garden show in August 1982, Yoko Ono and Sean Lennon joined in the performance of this song.

RescuedFoo Fighters

Foo Fighters – Rescued (Lyric Video)

A gem of a ballad by Foo Fighters that discovers a light of hope amid sorrow etched deep in the heart.

Overcoming the sudden passing of drummer Taylor Hawkins, it was released in June 2023 from the album “But Here We Are.” Dave Grohl’s powerful yet delicate vocals beautifully convey the feelings for a lost bandmate and the wish for renewal.

A song that stays close to those in grief or standing at a crossroads in life.

After listening, you’ll likely feel an even deeper bond with the people you cherish.

He Stopped Loving Her TodayGeorge Jones

George Jones – LIVE “He Stopped Loving Her Today” FIRST TV APPEARANCE FOR THAT SONG!

A melancholic song often cited as one of the greatest country songs.

It was released as a single in 1980.

It won Single of the Year at the CMA Awards and Best Country Vocal Performance at the Grammy Awards.